2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside | 1064663-35-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside
• CAS: 1064663-35-9
• 化学式: C₉₅H₉₆O₃₄Si
• 分子量: 1809.87
• InChiKey: BRFCPDKYUJPAKA-KZNFGMRCSA-N

反应信息

• 作为反应物：
  描述：

  2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranose
  参考文献：
  名称：

  Synthesis of neutral glycosphingolipids from Zygomycetes

  摘要：

  Novel neutral glycosphingolipids (NGSLs) containing Gal-alpha l -> 6Gal, previously found in the Zygomycetes species Mucor hiemalis, were synthesized. The structures of these compounds are different froth those of other fungal GSLs, and they are expected to be involved in host-parasite interactions. A key step in their synthesis is direct 1,2-cis alpha-selective galactosylation of 4,6-diol tri- and tetrasaccharide acceptors with a galactosyl donor in the presence of N-iodosuccinimide (NIS)/trifluoromethane-sulfonic acid (TfOH). The fully protected glycosides were deprotected to give the two target glycosphingolipids. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.04.019
• 作为产物：
  描述：

  2-(trimethylsilyl)ethyl α-D-galactopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside 、 乙酸酐 在 吡啶 作用下， 以356 mg的产率得到2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl-(1->6)-4-O-acetyl-2,3-di-O-benzoyl-α-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of neutral glycosphingolipids from Zygomycetes

  摘要：

  Novel neutral glycosphingolipids (NGSLs) containing Gal-alpha l -> 6Gal, previously found in the Zygomycetes species Mucor hiemalis, were synthesized. The structures of these compounds are different froth those of other fungal GSLs, and they are expected to be involved in host-parasite interactions. A key step in their synthesis is direct 1,2-cis alpha-selective galactosylation of 4,6-diol tri- and tetrasaccharide acceptors with a galactosyl donor in the presence of N-iodosuccinimide (NIS)/trifluoromethane-sulfonic acid (TfOH). The fully protected glycosides were deprotected to give the two target glycosphingolipids. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.04.019